
Places to stay near Wintergreen Resort
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Top-rated holiday rentals near Wintergreen Resort
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Close to skiing! | King Beds | Fireplace | Hot Tub
Welcome to Blackrock Escape! Dog friendly, 2BR/2.5BA mountain home in prime location at Wintergreen Resort. 3-min drive to the Mountain Inn. Walk to hiking trails–the Plunge Trail/Blackrock Park is only a 2-min walk. Two BRs on first floor - both with King-size Helix mattresses, smart TVs, and en suite bathrooms. Wood burning fireplace, games, puzzles, 65” smart TV in living room. Two decks w/gas grill and hot tub. Keurig K-Duo coffee maker and dishwasher in kitchen. Full-sized washer and dryer.

Cozy Mountain Cottage on Brew/Wine Trail-King Bed
Welcome to the Sugah Shack, a cozy, beautifully appointed new construction cottage nestled in the foothills of the Blue Ridge Mountains! Located midway on the Brew Ridge Trail, but 500 yards off the byway, so guests have a quiet retreat. Perfect for romantic getaways, destination telework space, or families exploring this outdoor paradise community. Stunning property boasts beautiful vistas with sweeping 300-degree mountain and a year-round calendar of outdoor activities. GAS FIREPLACE/FIREPIT

Hottub Ski InOut Renovated Chalet Lower Tyro Slope
Completely renovated, 3 BR/2BA chalet, located on Lower Tyro slope, just below Tequila. Rustic decor, fully stocked kitchen, high end appliances, granite counters. Open floor plan, walls of windows, mtn views. Beautiful stone fireplace, ample comfortable seating. 2 main floor Masters, each w/King bed, TV, luxurious bedding. Loft is a dedicated kids space: 2 sets of bunks, daybed w/trundle, TV & PS4. Gas grill, 6 person hot tub. Perfect ski home to host 2 Families, or a romantic couple's getaway.

Cozy Mountain Cabin
Snuggled in the Blue Ridge. Secluded from the crowds. Experience your visit in an authentic log cabin. Spacious sleeping loft. Perfect romantic escape, friends getaway, or personal retreat. Workout area/sitting room. Fresh eggs (in season), wine, tea, coffee. 1G Internet, SMART TV. A/C. Less than 2 miles to Devil's Backbone and Bold Rock. Minutes from App. Trail, Wintergreen Resort, breweries, wineries, cideries, restaurants, horseback riding, hiking trails, outdoor concerts, & antique shopping.

Bear's Mountain Escape
Dog friendly, 3 BR, 2 BA, loft style condo located in the heart of the Wintergreen Resort. Ski check-in, restaurants, the mountaintop market, & The Mountain Inn are all right across the street! 2-story unit with a main floor primary BR & hall bath. Main floor bonus room with single & trundle. The loft contains 2 twin beds and the 2nd full bath. Parking, pool, washer/dryer, and Wi-Fi included. Fully stocked kitchen, wood burning fireplace, balcony, all towels/linens provided. Sleeps up to six.

Five Minute Walk to Everything!
**Pet friendly** two bedroom, two bath, loft style condo centrally located at Wintergreen Resort. Ski check-in/lifts, restaurants, the mountaintop provisions market, and the Mountain Inn and conference center are all within a 5 minute walk! This is a two-story unit with loft style bedroom and en suite bath, and first floor bedroom with hall bath. Parking, pool access, washer/dryer, and Wi-Fi included. Fully stocked kitchen, wood burning fireplace, balcony, all towels/linens provided. Sleeps 5.

Luxury Condo in the Sky! Finest in Wintergreen!
Welcome to our recently renovated luxury condo in the sky! Perched on the edge of the Wintergreen ridgeline, we are just a stone’s throw from nature’s bounty. Our condo offers the perfect blend of relaxation and access to recreation. Hit the ski slopes, take a hike, or explore the bountiful brew and wine scene and then come enjoy the view. The horizon is 75 miles distant from our balcony on a clear day! We love hosting families with kids or couples coming to enjoy all that Wintergreen offers!

The Modern Mountain Condo
Conveniently located within the 4-season Wintergreen Resort, this recently renovated condo offers a quiet and cozy stay while you take in the mountain views and enjoy endless outdoor activities, wineries, breweries, restaurants, and antique shops. Rest and recharge while you enjoy the light-filled, open floor plan with a wood-burning fireplace, a kitchen with plenty of cabinet space, and full-sized appliances for cooking. Private patio and community pool access are located outside the unit.

1 bedroom condo, walk to the slopes !
Cozy 1BR Wintergreen condo ⛷️❄️ 5-minute walk to the ski slopes, resort village, and mountain-too market, with snow tubing only minutes away. Enjoy a fully stocked kitchen, premium coffee and teas, cooking oils and spices. Relax by the wood burning fire and enjoy a smart TV, fast WiFi and games. Comfortable queen bed in the bedroom plus new queen sleeper sofa in the living room. Private furnished patio with peaceful wooded views and close access to the village for après-ski.

Blue Ridge Bliss - For family & friends to enjoy!
Welcome to Blue Ridge Bliss! Come enjoy the mesmerizing mountain top views of this well-appointed condo in The Ledges of Wintergreen Resort. It’s the perfect place to unwind, unplug and recharge. Whether here to ski, hike, or visit Virginia wineries, cideries, or craft breweries you’re sure to enjoy the beautiful views from the living room and deck. A short walk to The Highlands lift and across the street from Fire & Frost eatery and the Wintergreen Spa, this is an ideal location.

BlueRidge Getaway- Dog Friendly
Relax and enjoy spectacular top-floor mountain views from the deck. This recently renovated unit is at the top of the mountain close to many hiking trails. Visit the Wintergreen village, with its restaurants and shops, with a 5 minute drive or an easy hike through the woods. You also have access to Rhodes Farm and Chestnut Hills pool. This condo is convenient to Devils Backbone, Bold Rock, and the litany of other breweries, cideries, distilleries, and restaurants. Dogs welcome!

Mountain View Nest
From the moment you walk in, this condo offers endless opportunities to relax and retreat. The sweeping mountain views over the back deck provide the ideal setting for a romantic getaway, a girls weekend, or much needed time to recharge. This one bedroom/bathroom unit with a king sized bed, fully stocked kitchen, and artistic decor is located on the third floor of the Ledges. It is the perfect location for those who ski, hike, golf, or taste the flavors from local wineries.
Popular amenities for holiday rentals near Wintergreen Resort
Condo rentals with Wi-Fi

Blue Ridge Retreat: Your Cozy Mountain Getaway

Cozy Condo - Sleeps 4

Eight Minute Walk to Everything

Mountain Views

Wintergreen Resort King bed, Fire place, 2 Bd/2 Br

Mountaintop Overlook – Updated 2BR w/ Deck & Views

Tips Up: Cozy Slopeside Retreat w/ Fireplace

2-min drive to slopes, stair-free/free firewood!
Family-friendly house rentals

Stargazing on 12 Acres: Hot Tub 55"TV Fire Pit

Cliffs Edge -A Contemporary Home, Spring Skiing!

Premiere 2 BR Getaway Ski In/Out Wintergreen Condo

Perfect House

The Cozy Cottage | Mountain views at Wintergreen

Peaceful 3-BR Mountain home w/Fireplace + Hot tub

Cabin Escape | Family & Dog Friendly | Fire Pit

Saltbox at Wintergreen, a Modern Mountain Escape
Apartment rentals with air conditioning

Walk to Ski! Spacious and Pup Friendly!

Lovingston Get-Away Lovingston, VA

Wildflowers Artist House

Spacious 2 bedroom, 2 bath condo w/ full kitchen

Earth Room Suite | Quiet Blue Ridge Retreat

Spacious lower level Airbnb! READ SUMMARY!

Endless Mountain Top Views from All The Way Up!

The Barn at Haden near Wineries and C'ville
Other great holiday rentals near Wintergreen Resort

Cozy 1-bedroom Condo with Fireplace Near Ski Slope

Best Blue Ridge Views at Sunrise over Wintergreen

Cottage on 151 w/ Hot Tub, Firepit, Mountain Views

Ultimate cabin in the mountains

Blue Ridge Treehouse

Wintergreen Mountain Views - Diamond in the Slopes

Luxe Yurt w/Hot Tub in the Heart of the Blue Ridge

The Cottage at Spindle Hill: an Artist’s Farm
Destinations to explore
- Shenandoah National Park
- Early Mountain Winery
- Downtown Mall
- James Monroe's Highland
- Frontier Culture Museum
- Amazement Square
- Blenheim Vineyards
- Homestead Ski Slopes
- Liberty Mountain Snowflex Centre
- John Paul Jones Arena
- Cardinal Point Winery
- Glass House Winery
- Devils Backbone Brewing Co Basecamp
- University of Virginia
- Monticello
- Virginia Horse Center
- James Madison University
- White Lotus Eco Spa Retreat
- The Rotunda
- Grand Caverns
- IX Art Park
- James River State Park
- James Madison's Montpelier
- White Oak Lavender Farm & The Purple WOLF Vineyard




